Techniques and Positions
Anal penetration of the man by a woman wearing a dildo (pegging)
Pegging is anal penetration of a woman by a woman wearing a strap-on dildo. The origin of the term was a 2001 contest in Dan Savage's Sex advice column, which readers to name the process of a heterosexual woman penetrating her boyfriend with a dildo.
Great anal sex toys can be bought from Babeland (CLICK ON THE PICTURE!)
The act is (or may be) enjoyable for both man and woman: men get pleasure from stimulation of the anus, rectum, and prostate so long as enough lubricant is applied, and women get stimulation from the base of the dildo against their clitoris or from vaginal penetration if the dildo is double ended. Or a woman can use a vibrator to get pleasure as she fucks her man up his anus.
There is also satisfaction to be had from the reversal of sex roles, particularly the dominance and submission play that can occur during this form of sexual expression. And at least there isn't any danger of an early ejaculation!
Since there is a stigma attached to anal sex (and male homosexuality), it may be that people get enjoyment from gender-reversal aspects of anal penetration with a dildo. And many women enjoy the sense of owning a "penis," while men may being receptive to penetration.
Popularity of anal penetration
Anal penetration with a dildo has featured in mainstream and pornographic movies; for example, in the 1970 film Myra Breckinridge, although the first explicit scene occurred in The Opening of Misty Beethoven (1976). The documentary Bend Over Boyfriend, produced by Carol Queen, also features it.
Female-to-male strap-ons have a high market value in the porn industry, so a
number of studios focus on this subject; the notable ones include Strap It On (black women on white
men), a series called Babes Balling Boys, and Strap-on Chicks. There are
hundreds of films including this practice, and well-known female porn stars
feature strap-on pegging with male partners, among them
Taylor Wane and Monique Covťt, who explained: "If women have to take it
from behind, then why shouldn't men?"
Extract from "The Onion"
How do I love my lady's anus? Let me count the ways.......
Have you seen her? Have you seen my beautiful lady and her anus? Unless you are an ex-boyfriend, her proctologist, or an art student in that class she modeled for, you probably have not have glimpsed the fairest orifice on God's green Earth. For this, you have my deepest sympathies.
My lady does not like me to go on and on about her anus, but how can I resist? When I look into that one brown eye, it's like gazing into a deep, untouched lake. Sometimes, it's as if I'm gazing through a taut, puckered window into her very soul, placing myself in danger of being hypnotized by the swirls of her rectum. Her anus is like a vessel I can't seem to fill with enough love, no matter how hard I try. I am not what one would call a holy man, but when I am gently kissing my lady's fragrant anus, I am convinced that there must be a higher power out there who made this sacred aperture.
Itís the (Pelvic) Thrust
Position your hands on his hips and start to push forward slowly until the dildo is right in his butt. Then relax, take a breath and let his asshole and muscles around his anus relax.
Pull a little way out carefully, slowly, and then push back in. Imitate thrusts: Pull out, push in. You wan to carry on with this, gradually increasing your thrusting speed and putting a bit more force in as you go.
Keep thrusting with a steady rhythm. The key thing here is that you're stimulating his prostate gland. This feels good, and you'll find his cock starts dripping pre-cum - he may possibly ejaculate.
Reach around to play with his cock and balls while you enjoy the sense of fucking him from behind. Pay attention to how he reacts: how he moves and the sounds he makes. Judge what to do by the intensity of his moans, what he says, his breathing, and how he moves.
If you fear hurting him, but heís begging you to pound away, trust him. Let yourself go, and remember that communication is important: he must let you know what he wants, especially if he feel any discomfort.
Once you know what you're doing, experiment with different anal sex positions. Lay him on his back with his legs in the air - you know how it goes, having had sex on your back so many times!
You may want to put his legs over your shoulders, or a pillow under his butt to lift it. Think what he does to you in this position - and then kiss him, play with his nipples or stroke his cock. Or do the reverse woman on top - where he rides your "dick" on top of you!
When the power play really gets going, anal fucking is good for being dominated, so you could try spanking him, or prepare him for anal penetration using a butt plug, or put a cock ring on him to keep him erect and delay his ejaculation. Use all your imagination and think what you have fantasized about doing to men in this position...if you never have, then make it up!
Get your man face down on a suitable surface - bed, couch, floor, with his head down and his bottom up in the air, supported by pillows under his body if necessary. This is good to start with - he is comfortable and you can see what is happening!
Classic Bend Over Boyfriend
Another position in which the man is submissive is shown above - he stands, bent over at the waist, supporting his weight with his hands on his knees or on a chair or table. His cock and balls are easily accessible.
Ride 'Em Cowboy
This position can work well if he wants to maintain control of the speed and depth of penetration.
Attention all straight men! This is a call to arms. I know the secret to a better sex life. I'm willing to share it with you. There is something you need to learn how to do. Something that can transform your life. You must try it at least once; I am sure you won't be disappointed. You've got something to pick up from your gay brothers. And it's not just those fashion and decorating tips you marvel about on Will and Grace. Something your wives and girlfriends can be taught by their lesbian sisters. No, it's not a crash course in expert muff diving. There is a craze sweeping the nation, and you oughta know about it. It's ass fuckingówith you on the receiving end.
Every single day that I worked at the woman-owned sex-toy store Toys in Babeland, at least one heterosexual couple bought a dildo and harness for her to fuck him. Well, for these adventurous women and their partners, I recommended what I called "My first strap-on"ófor the ride of his (and her) life. It's a slim silicone dildo named Mistress, which I consider to be the best for virgin voyagers, and a simple functional harness. And, of course, I recommended lots and lots of lube.
Other recommended websites on human sexuality:
There are several male sexual dysfunctions which are not much talked about but deserve wider attention - and one of the most important of these is delayed ejaculation. This is a condition during which a man cannot ejaculate during sex of any kind, normal vaginal sex or anal penetrations alike. Admittedly sometimes a man may be able to reach his climax due the tightness of the anus around his penis during thrusting in anal intercourse but it is unusual. For men who need help to deal with the difficulty of delayed ejaculation this is a good resource.